tert-Butyl (3R)-3-(hydroxymethyl)pyrrolidine-1-carboxylate → tert-butyl 3-[[5-chloro-2-[(1-methylpyrazol-4-yl)amino]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxymethyl]pyrrolidine-1-carboxylate

HRID 2018764Notes

Reaction equation

HRID 2018764 reaction equation
[CH3:1][n:2]1[n:17][cH:16][c:4]([NH:5][c:6]2[n:15][c:14]([c:9]3[c:8](Cl)[n:7]2)[nH:13][cH:12][c:10]3[Cl:11])[cH:3]1.[CH3:18][C:19]([O:22][C:23]([N:25]1[CH2:31][CH:28]([CH2:29][OH:30])[CH2:27][CH2:26]1)=[O:24])([CH3:21])[CH3:20]>>[CH3:1][n:2]1[n:17][cH:16][c:4]([NH:5][c:6]2[n:15][c:14]([c:9]3[c:8]([O:30][CH2:29][CH:28]4[CH2:31][N:25]([C:23]([O:22][C:19]([CH3:21])([CH3:20])[CH3:18])=[O:24])[CH2:26][CH2:27]4)[n:7]2)[nH:13][cH:12][c:10]3[Cl:11])[cH:3]1

Participants

7

Reactant 2

HCID 1514340tert-Butyl (3R)-3-(hydroxymethyl)pyrrolidine-1-carboxylateHCID 866796474,5-dichloro-N-(1-methyl-1H-pyrazol-4-yl)-7H-pyrrolo[2,3-d]pyrimidin-2-amine

Product 1

HCID 123377533tert-butyl 3-[[5-chloro-2-[(1-methylpyrazol-4-yl)amino]-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxymethyl]pyrrolidine-1-carboxylate

Reagents, catalysts & solvents 4

HCID 2733832Lithium HexamethyldisilazideReagentHCID 178439016HCID 178439016, compoundCatalystHCID 312751,4-DioxaneSolventHCID 117669-PhenylanthraceneInternal standard

Conditions

Temperature
100 °C

Sources & evidence

ORD record
ord-1bbe957407d14701aceaea6c93b3add2
Source dataset
39k HTE dataset from Pfizer
Original link
View source

Reaction notes

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